Work

Peptidyl Glycosyl Thiols and Disulfides for Enantioselective Hydrogen Atom Transfer (HAT) and Thiyl Radical Catalysis

Year: 2025

Type: article

Abstract: A novel class of peptidyl glycosyl disulfide and thiol catalysts is developed. The thiols are found to catalyze enantioselective olefin hydrosilylation up to 5:95 er. The disulfide catalysts are competent in an enantioselective thiyl-catalyzed cycloaddition reaction, yielding product with complementary selectivity to that previously reported with cystine-based catalysts. The modular nature of these catalysts provides new opportunities for asymmetric thiyl and thiol HAT catalysis.

Source: The Journal of Organic Chemistry

DOI: 10.1021/acs.joc.5c01989

Authors: Savannah M. Mason, Scott J. Miller

Institution: Yale University

Language: English

Topic: Asymmetric Synthesis and Catalysis

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: hybrid

Estimated APC paid: $4,500

Funders: National Institutes of Health, National Institute of General Medical Sciences